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Merck
CN

488712

Sigma-Aldrich

(三氟甲基)三甲基硅烷

99%

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别名:
(Trifluoromethyl)trimethylsilane, Ruppert 试剂, TFMTMS
线性分子式:
(CH3)3SiCF3
CAS号:
分子量:
142.19
Beilstein:
4241868
MDL编号:
UNSPSC代码:
12352101
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

99%

反应适用性

reaction type: C-C Bond Formation

bp

54-55 °C (lit.)

密度

0.962 g/mL at 20 °C (lit.)

储存温度

2-8°C

SMILES字符串

C[Si](C)(C)C(F)(F)F

InChI

1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3

InChI key

MWKJTNBSKNUMFN-UHFFFAOYSA-N

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应用

三甲基(三氟甲基)硅烷可以在以下过程中用作三氟甲基化剂:
  • N-(-丁基亚磺酰基)-亚胺转化为三氟甲基化胺
  • 反式-烯酮转化为反式-α-三氟甲基甲硅烷基醚
  • 偶氮甲亚胺的三氟甲基化
  • H-膦酸酯转化为CF3-膦酸酯
  • 三氟甲基通过亲核加成转化成醛和酮。

象形图

Flame

警示用语:

Danger

危险声明

危险分类

Flam. Liq. 2 - Water-react 2

WGK

WGK 3

闪点(°F)

1.4 °F

闪点(°C)

-17 °C

个人防护装备

Eyeshields, Faceshields, Gloves

法规信息

危险化学品

分析证书(COA)

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Craig P Johnston et al.
Journal of the American Chemical Society, 140(35), 11112-11124 (2018-08-07)
The mechanism of CF3 transfer from R3SiCF3 (R = Me, Et, iPr) to ketones and aldehydes, initiated by M+X- (<0.004 to 10 mol %), has been investigated by analysis of kinetics (variable-ratio stopped-flow NMR and IR), 13C/2H KIEs, LFER, addition
CsF-catalyzed nucleophilic trifluoromethylation of trans-enones with trimethyl (trifluoromethyl) silane: A facile synthesis of trans-?-trifluoromethyl allylic alcohols.
Singh R P, et al.
Organic Letters, 1(7), 1047-1049 (1999)
Copper-catalyzed aerobic oxidative trifluoromethylation of H-phosphonates using trimethyl (trifluoromethyl) silane
Chu L, et al.
Synthesis, 44(10), 1521-1525 (2012)
Peter T Kaplan et al.
Beilstein journal of organic chemistry, 13, 2297-2303 (2017-11-29)
A number of copper reagents were compared for their effectiveness in trifluoromethylating 4-iodobiphenyl, 4-iodotoluene, and 2-iodotoluene. Yields over time were plotted in order to refine our understanding of each reagent performance, identify any bottlenecks, and provide more insight into the
G K Surya Prakash et al.
The Journal of organic chemistry, 71(18), 6806-6813 (2006-08-26)
Organofluorine compounds are becoming increasingly important in different fields, such as material science, agro chemistry, and the pharmaceutical industry. Nucleophilic trifluoromethylation is one of the widely used methods to incorporate a trifluoromethyl moiety into organic molecules. We have carried out

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